Windsor County VT Homes for Sale

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  /33

  $164,500

  • Land
  • 5 Acres
  • $32,900 per Acre

  0 Route 155 Unit 4905774, Weston, VT 05161

  OWNER TERMS POSSIBLE FOR THE RIGHT BUYER! Driveway has been improved to drive up to a cleared potential house site!Two parcels with two installed septic systems being sold as one offering. These parcels are private, yet convenient to to the Village of Weston, Okemo for skiing, and near the Priory.The land behind these lots is a large parcel owned by the neighbor.There is access

  Tyleen Murray Kelley Real Estate, Inc.

  0 Route 155 Unit 4905774, Weston, VT 05161
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  /36

  $820,000

  • 2 Beds
  • 2.5 Baths
  • 1,248 Sq Ft

  140 Lodge Rd Unit SM 3, Ludlow, VT 05149

  Sugar Maple #3 presents a rare opportunity to own a pristine, original-owner residence in the heart of SouthFace Village at Okemo. Never rented and occupied fewer than 30 days per year, this home has been lightly used and meticulously maintained.Set within a prestigious gated community, this ski-on/ski-off condominium occupies one of the most coveted locations in the village—just steps from

  McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

  140 Lodge Rd Unit SM 3, Ludlow, VT 05149
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  /37

  $585,000

  • 4 Beds
  • 4 Baths
  • 3,934 Sq Ft

  46 Runnals Rd, White River Junction, VT 05001

  Step into timeless character and modern comfort in this unique 4-bedroom, 4-bathroom home. A thoughtful 1984 expansion preserved the original home's historic core featuring a rare early American beehive oven and three-hearth fireplace, while adding over 3,200 sq. ft. of spacious living and a 1,000 sq. ft. in-law apartment. There’s room for everyone here. The sun-drenched kitchen and dining area

  Cheryl Herrmann RE/MAX Group One Realtors

  46 Runnals Rd, White River Junction, VT 05001
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  /19

  $27,500

  • Land
  • 1.98 Acres
  • $13,889 per Acre

  2-47 E Ash Rd, Plymouth, VT 05056

  Nice building lot within Hawk Resort. Some flat areas with potential westerly views. Electric and high speed internet is at street and there is the option to hook into community septic. Nestled in the scenic lakes region, halfway between Killington and Okemo, Hawk offers a prime location for outdoor enthusiasts. Whether you're hitting the slopes, exploring the trails, or simply enjoying the

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  2-47 E Ash Rd, Plymouth, VT 05056
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  /16

  $252,000

  • 2 Beds
  • 1.5 Baths
  • 1,048 Sq Ft

  205 Woodhaven Dr Unit 4, White River Junction, VT 05001

  Set in a centrally located neighborhood just minutes to Hanover, Lebanon, Dartmouth College, Dartmouth Health, I-91, shopping, dining, and recreation, this property offers exceptional accessibility while maintaining a peaceful residential feel.The main level features an airlock entry with closet, living area with a deck, an efficient kitchen, dining area, and a convenient half bath for

  Jill Harlow Coldwell Banker LIFESTYLES - Hanover

  205 Woodhaven Dr Unit 4, White River Junction, VT 05001
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  /60

  $200,000

  • Land
  • 6.63 Acres
  • $30,166 per Acre

  00 Vermont 103, Andover, VT 05143

  Tucked just off scenic Route 103 in charming Chester, this parcel offers a prime opportunity to create your own Vermont retreat. With aproposed well and septic design already in place, much of the groundwork has been done—now it's your turn to bring the vision to life. The lot offersample space for parking and potential for mountain or woodland views with some strategic tree clearing. Whether

  Rachael Rogala Lange & Lange

  00 Vermont 103, Andover, VT 05143
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  /23

  $750,000

  • Land
  • 2.07 Acres
  • $362,319 per Acre

  Lot 1 Timber Creek Rd, Ludlow, VT 05149

  Timber Creek on Okemo offers a rare opportunity to build in one of Okemo’s premier on-mountain communities. This residential lot is ideally located with easy access to SouthFace Village, giving owners the ability to enjoy the sunny side of the mountain with convenient slope access and year-round resort-style amenities.Ownership includes access to SouthFace Village amenities, including a ski

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  Lot 1 Timber Creek Rd, Ludlow, VT 05149
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  /60

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  5100 Route 100, Plymouth, VT 05056

  (Das Grünebergehaus) The Green Mountain House. First time offered on market since 1978. This gorgeous farmhouse, circa 1831, has been lovingly maintained & updated over the current owner's term of ownership. Previously owned by the Coolidge Family. During the years of Calvin Coolidge's presidency this home was used as a guest house for political figures to come & stay while visiting President

  Marni Rieger KW Vermont-Killington

  5100 Route 100, Plymouth, VT 05056
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  /37

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  221 Spring St, Stockbridge, VT 05772

  This charming rustic chalet in the desirable Highwood community, just minutes from Killington and Pico ski resorts, checks all the boxes for a cozy mountain getaway—vaulted ceilings, exposed beams, a classic fieldstone fireplace, and wide pine floors set in a peaceful wooded setting. The efficient footprint is ideal for small groups and intimate gatherings, yet with three bedrooms, a quirky

  Kyle Kershner Killington Pico Realty

  221 Spring St, Stockbridge, VT 05772
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  /52

  $625,000

  • 3 Beds
  • 3 Baths
  • 1,376 Sq Ft

  97 Okemo Trailside Extension Unit 15 C, Ludlow, VT 05149

  Welcome home to Trailside 15C on Okemo. Fully renovated and sold turn-key furnished, this 3-bedroom, 3-bath Trailside condominium is designed for effortless mountain living. The well-thought-out floor plan maximizes space and comfort, featuring a sun-filled main level with vaulted ceilings, exposed beams, and an open-concept kitchen, living, and dining area that captures a classic Vermont vibe.

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  97 Okemo Trailside Extension Unit 15 C, Ludlow, VT 05149
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  /47

  $550,000

  • 3 Beds
  • 4 Baths
  • 2,727 Sq Ft

  1787 Route 100 N, Ludlow, VT 05149

  From location to layout, this home offers the best of Vermont living. Set along scenic Route 100 in the heart of the lakes region, you’ll enjoy year-round recreation just minutes from Okemo Mountain Resort, Killington Resort, and Plymouth State Park. This thoughtfully remodeled farmhouse blends classic charm with modern updates. Offering 3 bedrooms and 3.5 bathrooms, the home features generous

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  1787 Route 100 N, Ludlow, VT 05149
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  /57

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  8 Okemo Heights, Ludlow, VT 05149

  Welcome to 8 Okemo Heights, where classic Vermont charm meets modern comfort, just minutes from Okemo Mountain. This beautifully updated home offers the perfect blend of character and convenience, with warm wood floors, thoughtful upgrades, and tasteful furnishings included, making it truly move-in ready. The heart of the home features a bright and open country kitchen that seamlessly flows into

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  8 Okemo Heights, Ludlow, VT 05149
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  /10

  $349,000

  • Land
  • 60 Acres
  • $5,817 per Acre

  911 Waterman Rd, Royalton, VT 05068

  Explore the opportunity of this 60 Acre parcel which is beautifully wooded with awesome mountain view potential. Extensive walking trails throughout the land. Possible development options here or build your private dream retreat. VAST Snowmobile Trails run through the property and the backside of the land abuts the Second Branch of the White River. The land has never been percd for septic. Come

  Marni Rieger KW Vermont-Killington

  911 Waterman Rd, Royalton, VT 05068
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  /36

  $285,000

  • 2 Beds
  • 1 Bath
  • 1,312 Sq Ft

  33 Pleasant Street Extension, Ludlow, VT 05149

  Located in the Village Of Ludlow this turn key ranch has been a great second home/investment for the current owner. Situated on the the outskirts of town with a classic neighborhood feel and the comfort of locals nearby. Take in the Okemo views as soon as you set foot on the property with ample parking for guests in the circular driveway. Step into the recently renovated house to include windows,

  Frank Provance Diamond Realty

  33 Pleasant Street Extension, Ludlow, VT 05149
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  /52

  $530,000

  • 7 Beds
  • 4 Baths
  • 2,262 Sq Ft

  157 Summer St, Hartford, VT 05001

  Investors take notice! This is a newly vacant, turn-key, two-unit multifamily property that will be ready to rent on day one! The first floor unit boasts four bedrooms, two bathrooms, and plenty of space and storage to spread out. The upstairs unit has three bedrooms, two bathrooms, and comes with a walk-out balcony overlooking Summer Street. Each unit has its own access and will be easy to rent.

  Sal Cania BHHS Verani Upper Valley

  157 Summer St, Hartford, VT 05001
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  /35

  $495,000

  • 4 Beds
  • 3 Baths
  • 2,470 Sq Ft

  3364 W Woodstock Rd, Woodstock, VT 05091

  Welcome to this lovingly updated antique Cape, set on two open, level acres across from the sparkling Ottauquechee River. Just five minutes from Woodstock Village and perfectly positioned on the west side for quick trips to Killington and Pico, this home makes the ideal Vermont getaway. Inside, you’ll find four comfortable bedrooms and a warm, inviting layout designed for making memories. Gather

  Keri Cole Williamson Group Sothebys Intl. Realty

  3364 W Woodstock Rd, Woodstock, VT 05091
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  /19

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  130 Pleasant St, Cavendish, VT 05142

  This home has served as a primary residence and also as an income-producing rental. While the upper level of this home has three bedrooms, the walk-out lower level of the home has such potential as well.It is currently partially finished and is being used as a family room and for storage. The large deck on the end of the house is perfect for taking in some fresh Vermont air or grilling for

  Tyleen Murray Kelley Real Estate, Inc.

  130 Pleasant St, Cavendish, VT 05142
• 

  

  /19

  $110,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  1500 Brownsville-Hartland Rd, West Windsor, VT 05089

  Here's a chance to own your own property in West Windsor. This 3/4 +/- acre of land abuts one side up to Beaver Brook and you get views of Mt. Ascutney on the other side. This older mobile home with basement, offers the perfect opportunity for an investor. Restore the homes vintage charm or you could modernize the site with a new mobile unit. This was constructed as a 2-bedroom 1 bath home. One

  Ann Jacques Century 21 Highview Realty

  1500 Brownsville-Hartland Rd, West Windsor, VT 05089
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  /11

  $87,826 New Construction

  • 1 Bed
  • 1 Bath
  • 643 Sq Ft

  23 Cubb Ct, Windsor, VT 05089

  Welcome to 23 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 manufactured home offers 1 bedroom, 1 bathroom, and 643 sq. ft. (13'4"x48) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient

  Kate Barry EXP Realty

  23 Cubb Ct, Windsor, VT 05089
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  /60

  $115,000

  • Land
  • 3.28 Acres
  • $35,061 per Acre

  00 Vt Route 103 N, Chester, VT 05143

  Tucked just off scenic Route 103 in charming Chester, this parcel offers a prime opportunity to create your own Vermont retreat. With a proposed well and septic design already in place, much of the groundwork has been done—now it's your turn to bring the vision to life.The lot offers ample space for parking and potential for mountain or woodland views with some strategic tree clearing.

  Rachael Rogala Lange & Lange

  00 Vt Route 103 N, Chester, VT 05143
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  /31

  $425,000

  • 2 Beds
  • 1 Bath
  • 908 Sq Ft

  1873 Old River Rd, White River Junction, VT 05001

  Super cute, renovated two bedroom home. Detached garage for some extra storage. Only 15 minutes to Dartmouth Hitchcock & Dartmouth College. Being 2.5 acres, there is plenty of room to expand if you wanted to!

  Lyndsey Freeman Quechee Lakes Real Estate Center

  1873 Old River Rd, White River Junction, VT 05001
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  /36

  $349,000

  • Land
  • 10.56 Acres
  • $33,049 per Acre

  0 Valley View Dr, Ludlow, VT 05149

  Elevate Your Lifestyle at Summit Ridge - Tucked away in a private, gated community just minutes from the slopes of Okemo and our Lakes Region, this homesite is the perfect canvas for your mountain dream home. State wastewater permit for a four-bedroom home is in place. Imagine waking up to panoramic, long-range mountain views in every direction—serenity, space, and stunning scenery, all wrapped

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  0 Valley View Dr, Ludlow, VT 05149
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  /16

  $1,675,000 New Construction

  • 5 Beds
  • 3 Baths
  • 3,837 Sq Ft

  4071 Tichnor Rd Unit 4071, Hartford, VT 05001

  To be built by Mountain Stream at Quechee Lakes, the Walnut offers 3,837 square feet of living space across three levels. The main level features an open-concept kitchen and dining area, a spacious living room with fireplace, and access to a front terrace. The home includes five bedrooms, four bathrooms, and a recreation room, providing ample space for family and guests. Exterior design features

  Richard Higgerson Higgerson & Company

  4071 Tichnor Rd Unit 4071, Hartford, VT 05001
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  /60

  $900,000

  • 4 Beds
  • 2.5 Baths
  • 2,045 Sq Ft

  168 Okemo Trailside Extension Unit 21B, Ludlow, VT 05149

  Trailside 21B on Okemo Mountain. Discover the perfect balance of comfort, convenience, and mountain lifestyle in this completely renovated 4-bedroom, 3-bathroom trailside condominium located directly on the Sachem Trail. Offering true ski-in/ski-out access, this home makes it easy to enjoy your time on the slopes and retreat back to a warm, inviting space with quality finishes. The lower level

  Kevin Barnes William Raveis Real Estate Vermont Properties

  168 Okemo Trailside Extension Unit 21B, Ludlow, VT 05149
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  /18

  $284,500

  • Land
  • 10.01 Acres
  • $28,422 per Acre

  713 S Hill Rd, Ludlow, VT 05149

  This is not your typical 10 acre parcel! The critical infrastructure elements: a new fully installed 5-bedroom septic system, a drilled well and underground electricity already on the property. Plus, there's a gravel driveway that makes accessing your future home a breeze. This 10 acre parcel is just waiting for your home plans. Approx. 3 miles from Ludlow's Main St. via a year round maintained

  Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

  713 S Hill Rd, Ludlow, VT 05149
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  /49

  $68,000

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  418 Qtr I Jackson Gore Inn, Ludlow, VT 05149

  Top-Floor 1BR/2BA at Jackson Gore – Sleeps 6, Gorgeous Views, Premium Resort AccessExperience the best of slopeside living with this beautifully appointed 1-bedroom, 2-bathroom top-floor unit at Jackson Gore, Okemo Mountain Resort. Perfectly positioned with incredible valley views and a glimpse of the outdoor heated pool, this residence offers both comfort and convenience, just steps from the

  Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

  418 Qtr I Jackson Gore Inn, Ludlow, VT 05149
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  /17

  $125,000

  • Land
  • 10.3 Acres
  • $12,136 per Acre

  167 Leons Ln, Sharon, VT 05068

  Discover a rare development opportunity tucked away in the Vermont woods. Situated on a quiet, dead-end road, this stunning 10+ acre parcel offers the perfect canvas for your dream mountain sanctuary. The land features a serene mix of deciduous and evergreen trees and slopes upward, offering excellent potential for a home with a walk-out basement. While a rustic cabin shell currently sits on the

  Holly Hall Hall Collins Real Estate Group

  167 Leons Ln, Sharon, VT 05068
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  /13

  $749,000

  • 11 Beds
  • 6 Baths
  • 6,000 Sq Ft

  23-25 Depot, Ludlow, VT 05149

  Okemo-LudlowUnique commercial property in the center of Ludlow Village. Presently 6 apartment units, plus an 8-bay garage. This property has high visibility and plenty of off-street parking, offering many commercial opportunities. Trustee, seller is a Licensed Real Estate Broker. Siding is asbestos shingle.48 Hours advanced notice needed to show, best times late morning & early afternoon.

  Frank Ellison Ellison Real Estate, Inc.

  23-25 Depot, Ludlow, VT 05149
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  /16

  $74,500

  • Land
  • 16.24 Acres
  • $4,587 per Acre

  TBD Farrar Rd, Chester, VT 05143

  Looking for a piece of Vermont to build a camp, cabin, ski home, full time residence, or create your own homestead? This piece is a clean slate that could be any of that! It has gentle slopes and flats for a potential building spots. Wooded and private, while being a short drive into lovely Chester, VT. This beautiful lot has so much potential, come take a look!

  Erin Kendall EXP Realty

  TBD Farrar Rd, Chester, VT 05143
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  /35

  $350,000

  • 1 Bed
  • 1 Bath
  • 599 Sq Ft

  318 Mountain Rd Unit A-304, Ludlow, VT 05149

  Okemo Mountain Lodge, come experience unbeatable convenience, ideally located at the base of Okemo Mountain Resort. This one-bedroom residence offers the ease of ownership with true ski-in/ski-out access. Easy access to the main base area, where ski services, lifts, dining, and après-ski options are all right outside your door. The unit comfortably sleeps four, making it perfect for personal

  Katherine Burns William Raveis Real Estate Vermont Properties

  318 Mountain Rd Unit A-304, Ludlow, VT 05149
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  /47

  $549,000

  • 4 Beds
  • 3.5 Baths
  • 2,436 Sq Ft

  879 E Ash Rd Unit 5, Plymouth, VT 05056

  Rare opportunity to own one of the largest townhomes at Hawk Resort! This exceptional four-bedroom, 3.5-bath end unit at Hawk Ledges is perched atop East Ash Road, offering privacy, space, and a true Vermont retreat experience.Spanning four thoughtfully designed levels, the home provides wonderful separation of space for family and guests alike. Multiple cozy living and entertainment areas

  McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

  879 E Ash Rd Unit 5, Plymouth, VT 05056
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  /40

  $799,000

  • 7 Beds
  • 9 Baths
  • 7,428 Sq Ft

  52 Upper, Bridgewater, VT 05035

  The ideal property for a SKI CLUB! 7 bedrooms! 6 bathrooms! An immaculate, professionally appointed commercial kitchen! Spacious common rooms and dining areas! A classic and inviting bar/lounge area! An interior with the true Vermont style appeal of exposed beams, wood floors and a stone faced fireplace! This inviting New England style building is perfectly situated midway between world class

  John Wetmore Wetmore Real Estate

  52 Upper, Bridgewater, VT 05035
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  /32

  $279,000

  • Land
  • 10.2 Acres
  • $27,353 per Acre

  00 Parker Ln, Weston, VT 05161

  Great 10.2 Acre Building Lot with state approved 5 bedroom septic! Ready to bring your vision to life - this property has already had the hard work done for you and features a large 4 acre newly created meadow with spring fed pond. Architectural renderings of a potential home design are available to help you imagine the possibilities. With southern exposure, views of the Green Mountains, and

  Nancy Jensen Four Seasons Sotheby's Int'l Realty

  00 Parker Ln, Weston, VT 05161
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  /43

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,697 Sq Ft

  818 Main St, Cavendish, VT 05153

  Opportunity meets flexibility at this charming two-unit property in the heart of Proctorsville. Ideal for an owner who wants a vacation getaway with built-in income potential — or as an easy, turnkey investment — this well-kept duplex offers multiple paths to ownership. The downstairs unit features a three-season porch/mudroom entry, two bedrooms, an open-concept living, dining area, and kitchen,

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  818 Main St, Cavendish, VT 05153
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  /16

  $250,000

  • 5 Beds
  • 2 Baths
  • 1,728 Sq Ft

  101 Mount Vernon St, Springfield, VT 05156

  Built as a duplex, this and last owner have used it as a single family. Therefore there are no traditional figures for income and expenses. Easy to transform into the duplex for income by adding appliances to the upstairs apartment. This home has many upgrades including siding, windows, decks/railings/stairway (outside). Drive is paved and there looks to be room to replace the shed. Perfect

  Christine Lewis Brattleboro Area Realty

  101 Mount Vernon St, Springfield, VT 05156
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  /60

  $1,500,000

  • 10 Beds
  • 12 Baths
  • 7,153 Sq Ft

  1589 Main St, Cavendish, VT 05142

  Glimmerstone Mansion—an extraordinary legacy estate where timeless elegance meets modern sophistication. Set on 2.4± beautifully landscaped acres, this iconic property—listed on the National Historic Register—has been meticulously restored, thoughtfully upgraded, and exquisitely furnished. At the heart of the estate is the grand 10-bedroom mansion, where nearly every bedroom and gathering space

  Kevin Barnes William Raveis Real Estate Vermont Properties

  1589 Main St, Cavendish, VT 05142
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  /60

  $2,295,000

  • 4 Beds
  • 4.5 Baths
  • 6,548 Sq Ft

  657 Town Farm Rd, Ludlow, VT 05149

  61 Acre estate with sweeping views and open fields in Ludlow's prestigious South Hill area. Less than 10 minutes to the Okemo ski area and the Ludlow village amenities, this luxury home has received numerous updates in the last several years.Large updated eat-in country kitchen w/ wood cabinetry, stone countertops and updated stainless steel appliances. A gas fireplace with sitting room

  Andre Menard Mary W. Davis Realtor & Assoc., Inc.

  657 Town Farm Rd, Ludlow, VT 05149
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  /24

  $646,500

  • Land
  • 37.85 Acres
  • $17,081 per Acre

  0 South Rd, Woodstock, VT 05071

  Country land at the south end of Woodstock reaching from RT 106 to the top of the ridge. Potential for views with clearing at several levels. Trails through the property with access to the GMHA network. Stonewalls and a stream.About two miles to GMHA and South Woodstock village, one mile to VAST trail.40 minutes to skiing at Killington, less to Okemos. Seven miles into Woodstock Village.

  Matthew Spittle Vermont Horse Country Real Estate

  0 South Rd, Woodstock, VT 05071
• 

  

  /13

  $1,405,500 New Construction

  • 4 Beds
  • 3 Baths
  • 2,277 Sq Ft

  4074 Tichenor Rd Unit 4074, Hartford, VT 05059

  To be built by Mountain Stream at Quechee Lakes, the Alder offers 2,277 square feet of thoughtfully designed living space across two levels. The main floor features a dramatic double-height living, dining, and kitchen area with fireplace and direct access to a terrace. This level also includes a primary suite, an additional bedroom with walk-in closet, mudroom, mechanical room, and half bath,

  Richard Higgerson Higgerson & Company

  4074 Tichenor Rd Unit 4074, Hartford, VT 05059
• 

  

  /25

  $470,000

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  133 Stagecoach Rd, Norwich, VT 05055

  Situated on a private 4.6 acre lot this unfinished home is awaiting your vision to compete it. Currently a 2-bedroom 1 bath in a lower-level walkout, awaiting the second story. You can live in the home and complete it in your own time frame or bring a builder and finish it now to your specifications. The home is a 44 ft x 26 ft base and can be a single or two story above. It has a 4-bedroom

  Linda White EXP Realty

  133 Stagecoach Rd, Norwich, VT 05055

Showing Results 161 - 200, Page 5 of 10